Historic Downtown Kissimmee Holidays
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Your Historic Downtown Kissimmee Holiday
With a tailor-made holiday package to Historic Downtown Kissimmee, you can spend less time planning and more time simply enjoying this interesting neighbourhood. From its shopping to its dining, there's plenty to discover here. When it's time to explore the sights, you'll find loads of top attractions nearby including Osceola Heritage Park, Kissimmee Lakefront Park and Silver Spurs Arena. Visit one, two or more during your trip to Historic Downtown Kissimmee. Expedia will help you turn your dream Historic Downtown Kissimmee holiday into reality, whatever your travel plans or budget.
Price found within the past 48 hours. Click for updated prices.
- Meliá Orlando Celebration
Aug 9 - Aug 25Meliá Orlando Celebration + Flight
Celebration15 nights8.8/10 - Excellent (1,602 reviews)"I want to commend the staff. The front desk clerk was really friendly and courteous. She welcomed us and even gave us a brief introduction to the Melia brand. Even the security staff we encountered was helpful and assisted us on our way to our room. The hotel itself (at least our building) did show some wear, but the amenities and staff made the stay worth it. Definitely will consider going back when in the area again."Reviewed June 9, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$3,886AU$3,105found 1 day agoper traveller - WorldQuest Orlando Resort
Aug 9 - Aug 25WorldQuest Orlando Resort + Flight
Orlando15 nights8.4/10 - Very good (4,074 reviews)"When we first arrived daughter had bugs and worms in her room. Maintenance came to clean and stated they would spray the room. Daughter ac vent wasn’t working so maintenance came back to replace the ac vent because the filter was the wrong size and repair the vent airflow issue. Master bedroom had a worm crawling on the floor and the water pressure on the bathtub was extremely slow. Toilet tissue holder was broken Television in two of the room would not work. Dishwasher was broken Door knob to..."Reviewed June 8, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$4,881AU$3,746found 1 day agoper traveller - Lake Buena Vista Resort Village & Spa
Aug 9 - Aug 26Lake Buena Vista Resort Village & Spa + Flight
Orlando15 nights8.4/10 - Very good (9,998 reviews)"Best thing is you can drive up to the second floor parking lot next to the elevator and go to your suite, very easy and fast, there is a Publix 6 blocks away, shops, restaurants, almost anything you want."Reviewed June 9, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$4,732AU$3,652found 1 day agoper traveller - Bryan’s Spanish Cove
Aug 9 - Aug 25Bryan’s Spanish Cove + Flight
Orlando15 nights9.4/10 - Exceptional (1,007 reviews)"We will choose again for sure!"Reviewed June 9, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$4,068AU$3,224found 1 day agoper traveller - Landing Townhomes Davenport
Aug 9 - Aug 25Landing Townhomes Davenport + Flight
Davenport15 nights8.6/10 - Excellent (17 reviews)"The apartment is big and it was clean. I appreciated the constant communication with the landlord. They made everything easier. I definitely recommend this place, since is close to most touristy places."Reviewed May 27, 2026Return • Perth (PER) - Orlando (MCO)PER - MCO • 2 stops MCO - PER • 2 stopsAU$4,301AU$3,432found 1 day agoper traveller
Our guide on where to stay in Historic Downtown Kissimmee
Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
International Drive District
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Our pick of the best Historic Downtown Kissimmee Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is AU$286 per night from 12 June to 13 June
AU$286
12 June - 13 June
includes taxes & fees
9.2/10 Wonderful! (5,730 reviews)
"Wonderful Place for Vacations !!!!!"
Reviewed on 9 June 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
The price is AU$171 per night from 6 July to 7 July
AU$171
6 July - 7 July
includes taxes & fees
8.6/10 Excellent! (6,985 reviews)
"Room was nice and big and clean."
Reviewed on 8 June 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is AU$396 per night from 14 June to 15 June
AU$396
14 June - 15 June
includes taxes & fees
8/10 Very Good! (10,151 reviews)
"Deben mejorar la limpieza en la habitación,pasillos y elevadores,"
Reviewed on 9 June 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Activities
Drawn to Life presented by Cirque du Soleil and Disney
AU$118
per adult
96% of travellers recommend
Historic St. Augustine Day Trip from Orlando with Hotel Pickup
AU$131
per adult
84% of travellers recommend
Escape Room X Lost Character Adventure Near Disney Springs
AU$34
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.